12/05/2016
Kitten and I had been letting our relationship develop naturally. She had become my collared sub, she loved being submissive. There were certain requirements attached to her submission. She was to have a daily, over my knees, bare assed, bare handed spanking. She received five whacks, and was required to say, Thank you Sir, four more please, Thank you Sir, three more please", with every swat. If I was busy during the day, she would remind me in the evening, that she hadn't had her daily "maintenance" spanking. I would put down what I was doing and spank her beautiful bare ass. I believe what she liked most besides the swat on her ass, was the fact that between swats, I would finger her always wet pussy and bring her to the edge of orgasm, then pull out and swat her again. I discovered early in the relationship that she had a very large, soft G spot just inside her pussy, and she LOVED to have it massaged. It made her squirt if I didn't stop. So I would massage that G spot between swats. At the end of a spanking, I would ask her why I spanked her, and she would say, Because Sir loves Girl". She was required to call herself "Girl" instead of referring to herself as "me". At the end of her daily spanking, I would have her stand beside the bed with my shoulder on her left hip, I would wrap my left arm around the front of her hips, supporting her. I would then slide two fingers into her pussy from behind and roughly massage her G spot! She would immediately begin to howl like a wolf and squirt. When I did this, her squirting took on a whole new dimension. It wasn't like squirting, but more like pouring water out of a pitcher, and it continued as long as I would roughly massage her G spot. She squealed and howled and said,"I'm, I'm, I'm," the whole time. I tried once to see if I could massage her until she could no longer squirt. After 10 minutes, I gave up. My arm was tired and she was still flowing like a faucet. After the squirting, she was allowed a few minutes to compose herself. She usually turned and fell across the bed. Then she was required to go into the bathroom and get a towel and mop up the huge puddle her squirting had left on the floor. It was usually 2 feet wide and 4 to 5 feet long, and often ran out into the hallway. Even she was amazed. After the first time, she looked and laughingly said, "That's all from me?" She was as amazed as I.
Kitten was always required to wear short dresses or skirts, and to sit on her bare ass wherever we went in public with her knees shoulder width apart. She loved knowing that if someone were lucky enough to look in her direction, they would probably see her always wet pussy. My one caveat was that if there were children about, she would conceal herself with a napkin, if we were in a restaurant. Children were never to be involved, and she had readily agreed to this at the beginning of our relationship.
When we were in bed before or after fucking, (we never made love, it was always a fuck, even though we loved each other) or sometimes during a long fuck, we would talk about the things that turned her on, and the things she thought she wanted to do sexually. Fortunately, I'm not a jealous man and enjoyed when she talked about having a DP or a Gang Bang, or that she would like to have a woman in our bed and let me watch her with a woman, or her watch me fuck another woman. I asked how many men she wanted at the Gang Bang and she said she didn't know. I suggested eight, to which she said "Whoa! more like two or three plus you to start, Sir." I told her that she would have to start anal training (stretching) as she had never had anything bigger than one of my fingers in her ass. I also told her that I wanted her to start strengthening her Kegel muscles. She didn't know what that was, so we looked it up. She loved the idea of being able to milk a man's cock with her pussy. So I bought her a porcelain egg which I inserted into her pussy daily so she could exercise her Kegels during the day. She eventually got very good at it, much to my joy. I also bought her a series of ever larger jelly butt plugs to wear part of the day until she was sore. She would text me if we weren't together and ask permission to remove it...which I always granted.
Over a few months of this training, she learned to love having her butt plug in her ass. I tried to fuck her ass one night. Using lots of lube, and going VERY slowly, she winced at first, then once I was in her, deep in her ass, she really got into me fucking her ass. She had a huge orgasm and, of course squirted. Afterwards, when we were lying spooned and I was giving her aftercare, she started crying. I asked what was the matter and she told me that while I was fucking her ass, it felt very good, and her orgasm was stronger, and different from anything she had ever experienced, but that she was really sore and didn't know if she wanted to do it again. She said sadly that she was sorry. I comforted her and told her all would be well.
I knew what the problem was, so a week later when her ass was back to normal, I invited a young friend of mine to the house for dinner. She was to wear her white strapless dress and no underwear. She immediately squealed because she knew what that dress meant. She was only allowed to wear that dress when she was going to get fucked by someone she didn't know. When she saw that he was only a few years older than she, and very good looking she got all girly and was excited. She looked at me with that, "Is he really going to fuck me tonight?" look. I had seen him in action at a play party. His cock was very long, about ten inches, but not so big around. She liked him a lot. I told her that later in the evening, he was going to fuck her ass. DEER IN THE HEADLIGHTS!! She started to cry and asked me please not to require her to do this! I said dinner was ready, and she was to serve us as soon as the table was set. She composed herself, and set the table and served dinner.